Retention of Stereochemistry in Gold-Catalyzed Formal [4+3] Cycloaddition of Epoxides with Arenynamides

被引：62
作者：
Karad, Somnath Narayan [1 ]
Bhunia, Sabyasachi [1 ]
Liu, Rai-Shung [1 ]
机构：
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 35期
关键词：
4+3] cycloaddition; arenynamide; epoxide; gold catalysis; retention; 1,3-DIPOLAR CYCLOADDITION; DERIVATIVES; AZIRIDINES; ACID; ALLENEDIENES; CYCLIZATION; YNAMIDES; ALKENES; ALKYNES; CARBONYLATION;
D O I：
10.1002/anie.201203723
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Golden opportunity: [4+3] Cycloaddition reactions of arenynamides and epoxides are enabled under gold catalysis and have a broad substrate scope (see scheme; Ms=methanesulfonyl). An S N2-type front-side attack of phenyl at the oxiranyl ring is expected to cause the retention of stereochemistry. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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收藏
页码：8722 / 8726
页数：5
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